Winter Springs Real Estate for Rent by Neighborhood

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  • 500 EVERGREEN AVE, WINTER SPRINGS, FL - MLS# O6411431

    NORTH ORLANDO TERRACE UNIT 2 SEC 9 - O6411431 - 500 EVERGREEN AVE, WINTER SPRINGS, FL 32708
    1 Day on yellowkey

    $1,800 | Single Family Home | 2 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. REMODELED TWO BEDROOMS, TWO BATHS SINGLE FAMILY HOME AT DESIDERABLE CORNET LOT LOCATION. WITH NEW STAINLESS STEEL APPLIANCES, INCLIUDING WASHER AND DRYER, GRANITE COUNTER TOPS, TWO ACRYLIC REMODELED BATHS, RECENTLY PAINTED IN AND OUT, LARGED FENCED CORNER LOT. JUST READY FOR NEW TENANTS

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    Listing is courtesy of: HJ BEST PROPERTIES LLC

  • 596 PINEBRANCH CIR, WINTER SPRINGS, FL - MLS# O6410604

    BARCLAY RESERVE TWNHMS - O6410604 - 596 PINEBRANCH CIR, WINTER SPRINGS, FL 32708
    5 Days on yellowkey

    $2,100 | Townhouse | 3 beds | 3.5 baths | 1 gar

    Beautiful townhouse for rent. 3/2. Stainless steel appliances in the kitchen. Real wood floors, an end unit, lots of privacy, gated community and much much more. This will go quick. Hurry!!!! Only 2 cars allowed. Vehicle restrictions. Tenants must make 3x the rent and have a credit score of of at least 650.

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    Listing is courtesy of: OPTIMA REAL ESTATE

  • 721 S ENDEAVOUR DR, WINTER SPRINGS, FL - MLS# O6409924

    OAK FOREST UNIT 6 - O6409924 - 721 S ENDEAVOUR DR, WINTER SPRINGS, FL 32708
    7 Days on yellowkey

    $2,599 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome home to this charming property 3 beds 2 baths located in the heart of Winter Springs! Nestled in a well-established community, this home offers comfortable living spaces, a functional layout, and a welcoming atmosphere perfect for everyday living and entertaining. Enjoy features such as spacious bedrooms, an inviting living area, and a private backyard ideal for relaxing or gatherings. Conveniently located near shopping, dining, parks, and major roadways with access to highly rated Seminole County schools. Don’t miss the opportunity to make this beautiful home yours! All applicants are required to complete a credit and background screening. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.

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    Listing is courtesy of: 407 PROPERTIES

  • 1322 CASA PARK CIR, WINTER SPRINGS, FL - MLS# O6409227

    CASA PARK VILLAS PH 1 - O6409227 - 1322 CASA PARK CIR, WINTER SPRINGS, FL 32708
    7 Days on yellowkey

    $1,700 | Townhouse | 2 beds | 2.5 baths

    Very nice 2 story townhouse in Winter Springs, Fl. Located within the Tuscawilla community, this home is within walking distance of a huge park, playground and athletic fields. very convenient to shopping and major roadways.

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    Listing is courtesy of: CLASSIC 1 REALTY INC

  • 604 CASA PARK A CT, WINTER SPRINGS, FL - MLS# O6409791

    CASA PARK VILLAS PH 1 - O6409791 - 604 CASA PARK A CT, WINTER SPRINGS, FL 32708
    8 Days on yellowkey

    $1,795 | Townhouse | 2 beds | 2.5 baths

    Welcome to the Casa Park Villas community. This two story townhome features 2 bedrooms and 2.5 bathrooms, offering both privacy and comfort. The main living area, kitchen, dinette and kitchen showcase tile flooring, for added durability and style. Upstairs, both bedrooms are comfortably carpeted. The unit also includes two dedicated parking spaces and a convenient outdoor utility storage room. The location is truly ideal, with easy access to major highways, shopping, dining, schools, and the Cross Seminole Trail, perfect for outdoor enthusiasts. Conveniently situated next to Trotwood Park and within minutes from Winter Springs Town Center, Central Winds Park and the Tuscawilla Country Club and Golf Course. HOA application fee of $50 per adult required.

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    Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO

  • 1311 ALFONZO CIR, WINTER SPRINGS, FL - MLS# O6409568

    SUNRISE UNIT 2D - O6409568 - 1311 ALFONZO CIR, WINTER SPRINGS, FL 32708
    8 Days on yellowkey

    $2,250 Reduced | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Dreams Do Come True! Spacious 4 bedroom, 2 bathroom with almost 1600 sqft ranch-style home available for rent in the desirable Sunrise community of Winter Springs. This well-maintained property features an open floor plan with neutral colors, tile, wood, and carpet flooring throughout. The master bedroom includes a walk-in closet and direct access to the screened-in patio, which overlooks a peaceful backyard—perfect for enjoying your morning coffee. The kitchen and master suite both offer views of the backyard, enhancing the serene atmosphere. The home also includes a 2-car garage and washer/dryer hookups. If washer and dryer are desired to be included with the rental, rent will be $2,275/month, and the owner will handle all related work order repairs. Lawn mowing and edging are included in the rent. Located within walking distance to Rainbow Elementary School and close to major roadways including 417, this home offers convenient access to shopping, dining, and entertainment. Community amenities include tennis courts, a basketball court, baseball diamond, and children's playground. Small to medium dogs are welcome with a non-refundable pet deposit. Don’t miss out on this opportunity to live in a great location with top-rated schools!

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    Listing is courtesy of: INVESTOR'S REAL ESTATE LLC

  • 216 BENNETT ST, WINTER SPRINGS, FL - MLS# O6409670

    NORTH ORLANDO TOWNSITE 4TH ADD REP - O6409670 - 216 BENNETT ST, WINTER SPRINGS, FL 32708
    9 Days on yellowkey

    $1,800 | Single Family Home | 3 beds | 1.0 baths | 1 gar

    Call today for this cozy three bedroom one bath house in Winter Springs.

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    Listing is courtesy of: JAT PROPERTY MANAGEMENT LLC

  • 600 NORTHERN WAY #1206, WINTER SPRINGS, FL - MLS# O6409628

    TUSCANY PLACE PH 1 - O6409628 - 600 NORTHERN WAY #1206, WINTER SPRINGS, FL 32708
    9 Days on yellowkey

    $2,200 | Condo | 3 beds | 2.0 baths

    Beautifully updated 3-bedroom, 2-bath home available for rent in the heart of Winter Springs! This spacious home features rich wood-look flooring throughout, soaring ceilings, upgraded dark wood cabinetry, granite countertops, stainless steel appliances, and an open-concept kitchen that overlooks the living and dining areas. The oversized bedrooms with plenty of natural light and space to relax, while the modern finishes give the home a clean and upscale feel. Enjoy resort-style community amenities including a sparkling pool, playground, scenic lake views, pavilion, picnic areas, and peaceful walking paths shaded by mature oak trees. Perfectly located near shopping, dining, major highways, and top-rated Seminole County schools. Features Include: 3 Bedrooms / 2 Bathrooms Updated kitchen with granite countertops & stainless appliances Wood-look flooring throughout Spacious open living areas Large bedrooms with high ceilings Community pool & recreation areas Playground, pavilion & scenic lake Convenient Winter Springs location This home offers the perfect combination of comfort, style, and community living. Schedule your private showing today before it’s gone!

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    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY

  • 1334 PALO ALTO CT, WINTER SPRINGS, FL - MLS# O6408964

    SUNRISE VILLAGE UNIT 4 - O6408964 - 1334 PALO ALTO CT, WINTER SPRINGS, FL 32708
    9 Days on yellowkey

    $2,100 | Single Family Home | 2 beds | 2.0 baths | 2 gar

    A Must-See Gem in Winter Springs! This beautifully remodeled 2-bedroom, 2-bathroom home is move-in ready and packed with modern features, including a fully fenced oversized backyard, a 2-car garage, and an Electric Car Charging Port. Conveniently located near Winter Springs, Orlando, UCF, and major highways, this home offers both comfort and accessibility. From the moment you arrive, you’ll notice the inviting exterior with warm tones and a welcoming entryway. Inside, you’re greeted by stunning tile flooring—stylish, durable and easy to maintain. The open-concept layout seamlessly connects the kitchen, dining and living areas, making it perfect for entertaining. The kitchen is a true highlight, featuring solid countertops, a custom backsplash, modern lighting, a breakfast bar, and stainless steel appliances throughout. Sliding glass doors lead out to a spacious patio and a massive backyard—ideal for enjoying your morning coffee or evening drink in peace and privacy. Down the hall, the primary suite includes a generous walk-in closet and an ensuite bathroom. A second bedroom and full guest bathroom are also located nearby, offering flexibility for family, guests, or a home office. The community includes great amenities such as a park, basketball court, tennis courts, and playground. With close proximity to UCF, shopping, dining, hospitals, and entertainment—as well as easy access to 436, 434, FL-417, FL-408, I-4, Orlando International Airport, and Sanford Airport—this home truly has it all. Renters benefit package (insurance, filters, pest control and credit reporting) required: $99/mo

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    Listing is courtesy of: ICON REALTY ASSOCIATES INC

  • 10 SHEOAH BLVD #8, WINTER SPRINGS, FL - MLS# O6409278

    SHEOAH SEC 1 - O6409278 - 10 SHEOAH BLVD #8, WINTER SPRINGS, FL 32708
    10 Days on yellowkey

    $1,695 Reduced | Condo | 2 beds | 1.0 baths

    Spacious and bright fully renovated 2-bedroom, 2-bathroom condo available for rent at The Highlands in Winter Springs. The entire interior has been freshly repainted and features tile flooring throughout. This inviting home offers a large family room with a cozy dining area and a split-bedroom floor plan for added privacy. The spacious primary bedroom includes sliding glass doors leading to the patio. The second bedroom also features its own sliding doors opening to the screened-in porch, along with a private bathroom. Enjoy the beautifully designed screened-in porch complete with an outdoor bar and refrigerator — perfect for entertaining or relaxing year-round. The unit also includes an in-unit washer and dryer and stone countertops in both bathrooms. Residents of The Highlands enjoy access to shaded walking and biking trails, a community pool, tennis courts, playground, clubhouse, and volleyball court. Conveniently located just 5 minutes from Publix and 7 minutes from the Longwood SunRail station.

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    Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES

  • 1238 ROYAL OAK DR, WINTER SPRINGS, FL - MLS# R4911292

    FAIRWAY OAKS UNIT 1 - R4911292 - 1238 ROYAL OAK DR, WINTER SPRINGS, FL 32708
    11 Days on yellowkey

    $2,775 | Single Family Home | 3 beds | 3.0 baths | 2 gar

    This home is in desirable Winter Springs, within a golf front community…3 bedroom , 3 bath with two master suites one upstairs and one downstairs... home has updated bathrooms, ...large kitchen with all appliances, kitchen has eat in area with large window .. walk in pantry and separate utility room. Formal dining room with large great room with wood burning fireplace, cathedral ceilings grand staircase. Home also has entry foyer and Florida room with large windows which face out onto the green zone. Property sits on the end of the golf course which provides great view and wonderful peaceful walking trail. 2 car attached garage... and rear open patio. Lawn service is done by the association..

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    Listing is courtesy of: KIMBRIDGE REALTY, LLC

  • WINTER SPRINGS, FL - MLS# TB8509953

    SUNRISE VILLAGE UNIT 4 - WINTER SPRINGS, FL 32708
    11 Days on yellowkey

    $2,119 Reduced | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 3 bedrooms, 2 bathrooms, 2 car garage and approximately 1,255 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd, Pool service (if applicable) is $150/mo, Septic System (if applicable)- $35/mo; Admin Fee - $150 after lease is generated. Applications are First Come First Serve basis. Variable Rent Option – go to “Apply” on website and select Term for monthly rental options. This home is professionally managed and maintained by Owner. You deserve single family rental living at its best!

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    Listing is courtesy of: TAH FLORIDA LLC





Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.